6 Beds /
5 Baths
/ 5354 SqFt
Waterfront.. Sachems Head – Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, …
6 Beds /
6 Baths
/ 6603 SqFt
Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem’s Head community. Boasting breathtaking, panoramic views of Long Isl…
4 Beds /
4 Baths
/ 5640 SqFt
Exceptional Contemporary Direct Waterfront Estate. Located in Guilford, CT, on a private cove of Little Harbor, this stunning home has a private Beach, pier / dock and pool. Built in 1969 and designed by renowned architect Judith Chafee, the thoughtfully designed open-concep…
5 Beds /
7 Baths
/ 5185 SqFt
A true once in a lifetime opportunity! As you wind through picturesque Sachem’s Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points i…
5 Beds /
9 Baths
/ 5414 SqFt
A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres o…
4 Beds /
4 Baths
/ 2762 SqFt
Welcome to Waystone Farm, an award-winning, energy-efficient gentleman’s farm and potential horse property. Proud winner of the 2016 Highly Insulated Passive House Standard Award, this estate masterfully blends sustainability with luxury living.The main residence features ne…
4 Beds /
4 Baths
/ 3284 SqFt
Brand NEW CONSTRUCTION. Move in Ready! This modern, luxurious 3284sf, 4-bedroom, 3.5-bathroom home is designed to captivate. Located only 1.5 miles from the quintessential Guilford Town Green, you’ll enjoy the charm of local shops, restaurants, and a vibrant community. Plus,…
4 Beds /
3 Baths
/ 3166 SqFt
Discover 9 Sunset Ridge Drive, an elegant colonial residence constructed in 2015 and updated throughout 2024-2025. From the grand foyer with detailed millwork to the bright, open layout, every inch of this home has been meticulously refined. The stunning kitchen anchors the …
4 Beds /
4 Baths
/ 2966 SqFt
Discover the vibrant energy of the historic town green just outside your doorstep. The inviting sidewalk guides you to the lively center, only 600 yards away. There, you’ll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to …
5 Beds /
5 Baths
/ 5310 SqFt
Absolutely stunning 5+ bedroom light filled home offers the perfect blend of elegance & modern updates. A dramatic 2 story foyer with a striking new contemporary fixture sets the tone.The living room with glass French doors offers flexibility as a first-floor office. The ove…
4 Beds /
5 Baths
/ 5267 SqFt
Perfectly sited on 2.75 private acres overlooking a sweeping lawn, this distinguished Georgian Revival estate makes an unforgettable first impression, approached by a circular driveway that creates a true sense of arrival. Recently refreshed with newly painted interiors and …
4 Beds /
5 Baths
/ 5875 SqFt
Custom-Built Mediterranean Estate | Privately sited on 1.84 acres in the highly sought-after Woodlands subdivision, this stunning Country French-inspired residence combines timeless craftsmanship with architectural elegance. A grand two-story foyer with marble flooring and a…
5 Beds /
6 Baths
/ 6610 SqFt
43 Chestnut Grove.. offering approx. 6,700 sq ft with a prime location on a cul-de-sac street w/ 1.78 acres features a beautiful 2-story covered front entry featuring an arched opening, columns & woodwork/moldings throughout along with beautiful inlaid hardwood floors. At th…
6 Beds /
3 Baths
/ 3833 SqFt
The George W. Seward House – Circa 1888 A rare opportunity to own a piece of Guilford history. Known as the George W. Seward House, this distinguished Queen Anne Victorian residence was originally constructed in 1888 by prominent local builder George W. Seward, whose work h…
3 Beds /
3 Baths
/ 2920 SqFt
SO CLOSE TO TOWN! Rare opportunity to own NEW CONSTRUCTION south of Boston Post Road and close to the Guilford Center. This quality built Colonial offers a stylish from porch and is set back from the street for privacy. Professionally landscaped with dramatic hardscape featu…
4 Beds /
5 Baths
/ 3445 SqFt
Beautifully renovated four bedroom, five full bathroom home close to everything Guilford has to offer. The curb appeal is undeniable with the home sitting perched on a hill, set back from the road. This home features a completely redesigned kitchen, foyer, and master bathroo…
4 Beds /
5 Baths
/ 3220 SqFt
Own your own little oasis! Set back in the woods of guilford on 3.5 acres you have a ton of privacy with this impressive home. As you walk in, you are greeted by a spacious living room which features a new addition making this large room great for entertaining. Throughout th…
4 Beds /
4 Baths
/ 3200 SqFt
Rarely do you find such a gem as the new construction on Blue Hills Dr! Nestled in a tranquil neighborhood at the end of a cul-de-sac and surrounded by lush woods, this under construction home promises to be your dream home. No expense was spared in this perfectly done dream…
4 Beds /
3 Baths
/ 2814 SqFt
Here is your opportunity to build this beautifully designed 2,814 sq ft Cape-style home privately situated on a rear lot! This thoughtfully crafted To Be Built home blends classic New England charm with today’s clean farmhouse aesthetic – board-and-batten accents, striking b…
3 Beds /
3 Baths
/ 3634 SqFt
Welcome to this exceptional new construction Colonial in the heart of North Guilford, offering 2,734 square feet of beautifully designed living space, plus an additional 900 square feet in the fully finished walk-out basement. Nestled on a private road in the desirable Mount…
5 Beds /
4 Baths
/ 3640 SqFt
Set at the end of a quiet cul-de-sac, this beautifully renovated 5-bedroom, 3.5-bath colonial delivers the space, privacy, and finishes today’s buyers are searching for – all on 3.19 private acres. Step through the dramatic two-story foyer with a chandelier and sidelights in…
4 Beds /
2 Baths
/ 1505 SqFt
Charming seasonal cottage located in the desirable Indian Cove Lake community. This cozy retreat offers lake views and access to private beach rights, making it an ideal getaway for summer enjoyment. The home features a rustic interior with an open living area, kitchen, and …
4 Beds /
3 Baths
/ 3616 SqFt
Tucked away at the end of a quiet cul-de-sac in Guilford’s Meadow Hills neighborhood, this beautifully maintained 4-bedroom Garrison Colonial offers the perfect blend of privacy, natural beauty, and neighborhood charm. Set on a picturesque 1-acre lot and surrounded by Guilfo…
2 Beds /
2 Baths
/ 2218 SqFt
***Best offers due on Wednesday 4/29/2026 @ 12 noon. Discover the Perfect Coastal Retreat at 19 Seaside Avenue! Ideally situated in the heart of Guilford’s coveted shoreline community, this charming residence offers the rare opportunity to enjoy a "best of both world…
3 Beds /
3 Baths
/ 2735 SqFt
Welcome to this inviting 3-bedroom, 2.5-bath home on one of the most scenic roads in Guilford. The spacious primary suite is a true highlight of this home — a retreat featuring a fireplace, private office or sitting area, en-suite bath, expansive closet space, and newly ins…
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
This site was last updated Jun 06 2026 7:02:55 pm.